from The Century Dictionary and Cyclopedia

Etymologies

un- + enterprising (Wiktionary)

Examples

I also point out that Lord Durham, who traveled along the Canadian-American border in 1838, used almost identical imagery to contrast the "activity and bustle" of the American side with the "waste and desolate" of the "unenterprising" Canadians.

Unsure whom to trust and afraid of getting things wrong or being accused of bias, unenterprising journalists go for "balance," even if one side is the entire scientific community and the other side is a bunch of lobbyists.

There were disadvantages which, strangely, he hadn't expected or considered; the unenterprising, predictable meals; the pressures of discordant personalities; the delay in getting books and wine delivered; the lack of good talk; the self-absorption of the sick, their preoccupation with symptoms and bodily functions; the awful childishness and spurious joviality of institutional life.

On the other hand, having started a thing with a certain degree of dash, she liked to finish it in the same way, and hanging about in Ipswich waiting for a letter seemed so…unenterprising, not to mention expensive.

A fragile younger brother, Zussy, stayed behind in Lyozno, apprenticed to a hairdresser; unenterprising and childishly vain, he was the only one of the extended family later to take an interest in his nephew's paintings, though he declined to keep a portrait of himself, judging it insufficiently flattering.